(3S,4R)-3-{3-[(2R)-butan-2-yl]-4-hydroxybenzamido}azepan-4-yl 4-(2-hydroxy-5-methoxybenzoyl)benzoate

• ChemBase ID: 1913
• Molecular Formular: C32H36N2O7
• Molecular Mass: 560.63744
• Monoisotopic Mass: 560.2522515
• SMILES: CC[C@@H](C)c1cc(ccc1O)C(=O)N[C@H]1CNCCC[C@H]1OC(=O)c1ccc(cc1)C(=O)c1cc(OC)ccc1O
• Canonical SMILES: CC[C@H](c1cc(ccc1O)C(=O)N[C@H]1CNCCC[C@H]1OC(=O)c1ccc(cc1)C(=O)c1cc(OC)ccc1O)C
• InChI: InChI=1S/C32H36N2O7/c1-4-19(2)24-16-22(11-13-27(24)35)31(38)34-26-18-33-15-5-6-29(26)41-32(39)21-9-7-20(8-10-21)30(37)25-17-23(40-3)12-14-28(25)36/h7-14,16-17,19,26,29,33,35-36H,4-6,15,18H2,1-3H3,(H,34,38)/t19-,26+,29-/m1/s1
• InChIKey: XVLMXAUKCDSMMW-WBZRNCBQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R)-3-{3-[(2R)-butan-2-yl]-4-hydroxybenzamido}azepan-4-yl 4-(2-hydroxy-5-methoxybenzoyl)benzoate
• IUPAC Traditional name: (3S,4R)-3-{3-[(2R)-butan-2-yl]-4-hydroxybenzamido}azepan-4-yl 4-(2-hydroxy-5-methoxybenzoyl)benzoate
• Synonyms: Balanol Analog 8

Database IDs

• PubChem SID: 160965368; 46507987
• PubChem CID: 46936313

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.398472
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 2.9167492
• LogD (pH = 7.4): 4.1481786
• Log P: 4.797478
• Molar Refractivity: 155.5455 cm^3
• Polarizability: 59.85409 Å^3
• Polar Surface Area: 134.19 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.38
• LOG S: -5.61
• Solubility (Water): 1.36e-03 g/l

DETAILS

DrugBank - DB02155

Drug information: experimental